Patent GB-603276-A (GB)
Title: Photographic developers
IPC: G03C5/305
Filed: 1945-12-15
Abstract: 3-Benzenesulphonamido-4-aminodiethylaniline hydrochloride is prepared (as the complex with stannous chloride) by treating 3-benzenesulphonamidodiethylaniline hydrochloride with acidified sodium nitrite and reducing with acidified stannous chloride.  3 - Methanesulphonamidodiethylaniline hydrochloride is prepared by adding methanesulphonyl chloride dropwise to 3-aminodiethylaniline in anhydrous benzene and treating with anhydrous pyridine.  3 - Vinylsulphonaminodiethyleniline hydrochloride is similarly prepared. 4 - Nitroso - 3 - methanesulphonamidodiethyl - aniline hydrochloride is prepared by adding aqueous sodium nitrite to an acidified solution of 3-methylsulphonamidodiethylaniline hydrochloride. 3-Methanesulphonamido-4-aminodiethylaniline hydrochloride is prepared by reducing 4-nitroso-3 - methylsulphonamidodiethylaniline hydrochloride in aqueous alcohol in presence of platinum oxide with hydrogen. 3-Dodecanesulphonamido -4- aminodiethylaniline hydrochloride and 31-ethoxy-3-benzenesulphonamino-4-aminodiethylaniline hydrochloride are similarly prepared.  2 - Methyl - 5 - methanesulphonamidodimethyl - aniline hydrochloride is prepared by adding methanesulphonyl chloride dropwise to a solution of 2-methyl-5-aminodimethylaniline in anhydrous benzene containing a small amount of pyridine.  2 - Methanesulphonamido - 4 - dimethylamino - 5 - methylazobenzene - 41 - sulphonic acid is prepared by adding diazotized sulphanilic acid to a mixture of 2-methyl-5-methanesulphonamido-and acidifying with hydrochloric acid.  2 - Methyl - 4 - amino - 5 - methanesulphonamido - dimethylaniline dihydrochloride is prepared by reducing 2 - methylsulphonamido - 4 - dimethyl - amino - 5 - methylazobeneene - 41 - sulphonic acid with sodium hydrosulphite and adding hydrochloric acid.  1 - Ethyl - 6 - benzenesulphonamidoisoindazole is prepared by reducing 1-ethyl-6-nitroisoindazole with hydrogen in presence of platinum oxide and reacting the product with benzenesulphonyl chloride.  1 - Ethyl - 6 - benzenesulphonamido - 5 - nitroiso - indazole and 1-ethyl-6-benzenesulphonamido-7-nitroisoindazole are prepared by adding a solution of fuming nitric acid in glacial acetic acid to a solution of 1-ethyl-6-benzenesulphonamido-isoindazole in glacial acetic acid and acetic anhydride.  1 - Ethyl - 5 - amino - 6 - benzenesulphonamidoiso - indazole is prepared by reducing 1-ethyl-6-benzenesulphonamido - 5 - nitroisoindazole with sodium hydrosulphite.  4-Amino-3-vinylsulphonaminodiethylaniline is prepared by coupling 3-vinylsulphonamino-diethylaniline with diazotized aniline and reducing the azo dye formed with sodium hydrosulphite. 3-Ethylsulphonamino-4-amino-6-sulphodiethyl-aniline is prepared by reacting 3-amino-4-nitro-6-sulphodiethylaniline with ethanesulphonyl chloride, and reducing with sodium hydrosulphite.  6 - Methylsulphonamino-5-aminobenzthiazole is prepared by acetylating 6-aminobenzthiazole, nitrating, reducing with hydrogen and a platinum catalyst, reacting with methanesulphyl chloride, and hydrolysing off the acetyl group.  6-Formaminobenzoxazole is prepared by heating 2 : 4-diaminophenol with formic acid.  6 - Butylsulphonamino - 5 - aminobenzoxazole is prepared by hydrolysing 6-formaminobenzoxazole, treating with butanesulphonyl chloride, nitrating, and reducing with hydrogen and a platinum catalyst.  7 - Methylsulphonamino-6-amino - 1 - N - methyl-dihydroquinazoline is prepared by methylating anthranilic acid with methyl bromide, nitrating, heating with formic acid, reducing with hydrogen and a platinum catalyst, acetylating, nitrating, reducing with hydrogen and a platinum catalyst, reacting with methanesulphonyl chloride, and hydrolysing.  1 - Ethyl - 6 - ethylsulphonamino - 5 - aminobenzimidazole is prepared by acetylating 5-aminobenzimidazole, ethylating with ethyl bromide and sodium methylate, nitrating, reducing with hydrogen and a platinum catalyst, reacting with ethanesulphonyl chloride, and hydrolysing.ALSO:2 - Methanesulphonamido - 4 - dimethylamino - 5 - methylazobenzene - 41 - sulphonic acid is prepared by adding diazotized sulphanilic acid to a mixture of 2-methyl-5-methanesulphonamido-dimethylaniline and sodium carbonate in water, treating with aqueous NaOH, saturating with salt, and acidifying with hydrochloric acid.  4 - Amino - 3 - vinylsulphonamino - diethyl - aniline is prepared by coupling 3-vinylsulphonamino-diethylaniline with diazotized aniline and reducing the azo dye formed with sodium hydrosulphite.